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Terbinafine

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This accumulation results in therapeutic levels of terbinafine even after 80 days following one week treatment of 250 mg/day. Different dosing schedules have been proposed such as 500 mg/day for one week or 250 mg/day for two weeks each followed by a drug-free period of two or three
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Lamisil in Argentina, Australia, Bangladesh, Belgium, Brazil, Canada, Chile, Colombia, Croatia, Egypt, the Czech Republic, Denmark, Estonia, Finland, France, Germany, Greece, Hungary, Iceland, Ireland, Israel, Mexico, the Netherlands, New Zealand, Norway, Pakistan, Peru, the Philippines, Romania,
1249:- there is enough difference in this enzyme that terbinafine preferentially binds fungal squalene epoxidase, making it selective for inhibiting ergosterol production in fungi without significantly affecting cholesterol production in mammals. This is thought to fatally disrupt the fungal 1393:
In India, terbinafine hydrochloride is available in topical form under the brand names Triabin by Medley Pharmaceuticals, Sebifin (Sun Pharma), Zimig (GSK Pharma) and mycoCeaze (Progreś Laboratories). MycoVa, developed by
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As a generic oral medication, it is sold as Sebifin, Tinasil, Terbisil, Terbicor, and Tamsil in Australia, whilst the generic topical medication is sold there as SolvEasyTinea and Tamsil.
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revealed the MTHFR C677T mutation. It was noted that Lamisil interferes with the methylation cycle and that this can cause side effects in individuals with the MTHFR C677T mutation.
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has approved the first generic versions of prescription Lamisil (terbinafine hydrochloride) tablets. The remaining patent or exclusivity for Lamisil expired on June 30, 2007.
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and the often extended durations involved in antifungal treatment (longer than two months). A comprehensive list of adverse events associated with terbinafine use includes:
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weeks, totaling 3 months of treatment including the drug-free periods. Such intermittent dosing schedules appear to be as effective as continuous regimens.
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It is also available as a generic medication in the United States, the United Kingdom, Belgium, Switzerland, Brazil, Mexico, Canada and France.
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is not typically recommended. The cream and ointment may result in itchiness but are generally well tolerated. Terbinafine is in the
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In the United States the price in 1999 was $ 547 for a 12-week course; this fell to $ 10 by 2015, after the patent had expired.
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or applied to the skin as a cream or ointment. The cream and ointment should not be used for fungal nail infections.
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to which topically applied treatments are unable to penetrate in sufficient amounts. The tablets may, rarely, cause
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Russia, Slovakia, Slovenia, South Africa, Sweden, Thailand, the United Kingdom, the United States, and Venezuela
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InChI=1S/C21H25N/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-18-11-6-7-14-20(18)19/h5-7,9-14H,16-17H2,1-4H3/b9-5+
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Yan J, Wang X, Chen S (August 2014). "Systematic review of severe acute liver injury caused by terbinafine".
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Terbinafine first became available in Europe in 1991 and in the United States in 1996. The U.S.
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Persistent loss of taste associated with terbinafine would however appear to be extremely rare.
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Corbinal and Terbisil in Turkey, Pakistan, Undofen in Poland. Another alternate is Terbistad (
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Common side effects when taken by mouth include nausea, diarrhea, headache, cough, rash, and
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Terbinafine is sold in India as Terboderm by Omega Pharma and Tyza (Abbott Healthcare).
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have been reported with oral terbinafine hydrochloride, possibly due to its extensive
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should first discuss possible risks with their doctor before initiation of therapy.
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On September 28, 2007, the FDA stated that terbinafine is now approved for use by
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family of medications. It works by decreasing the ability of fungi to synthesize
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variant) had developed an adverse reaction to Lamisil (headache, fatigue, and
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The Evolution of Drug Discovery: From Traditional Medicines to Modern Drugs
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World Health Organization model list of essential medicines: 21st list 2019
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Gupta AK, Stec N, Bamimore MA, Foley KA, Shear NH, Piguet V (March 2020).
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species. Fungal nail infections are located deep under the nail in the
854: 823: 669: 489: 2200:"PI and CMI Trade Names and Active Ingredients containing Terbinafine" 2003: 2917: 2865: 2594: 2553: 2519: 2345: 2301: 1312: 1140: 1086: 1071: 996: 981: 977: 962: 958: 871: 827: 815: 788: 444: 166: 1160: 24: 2815: 2558: 2510: 2420: 1402:, which has completed three phase-III studies for the treatment of 1342: 1289: 1230: 1108: 1090: 1049: 942: 879: 784: 538: 469: 208: 692: 2936: 2548: 1940:
Trachtman JN, Pagano V (December 2015). "Antifolates and MTHFR".
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Journal of the European Academy of Dermatology and Venereology
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The topical form is sold as Lamisil AT in the United States.
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as fungi and animals diverged around 1.1 billion years ago
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Mikailov A, Cohen J, Joyce C, Mostaghimi A (March 2016).
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is a white crystalline powder that is freely soluble in
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Callen JP, Hughes AP, Kulp-Shorten C (September 2001).
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World Health Organization's List of Essential Medicines
1982: 1895: 1889: 2989: 1450:. The American Society of Health-System Pharmacists. 814:. Liver injury is, however, unusual. Oral use during 1131:
In 2015, physicians reported that a patient with an
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Hepatic problems: Raised liver enzyme levels, liver
888:by mouth are often prescribed for the treatment of 49:. Unsourced material may be challenged and removed. 2034:"US FDA approves oral granules for scalp ringworm" 1896:Duxbury AJ, Oliver RJ, Pemberton MN (March 2000). 976:Central nervous system or neurological problems: 833:Terbinafine was discovered in 1991. It is on the 3013: 1851:: CS1 maint: bot: original URL status unknown ( 1398:, is a topical nail solution of terbinafine and 457: 1939: 973:, altered stool colour, abdominal muscular pain 431: 3042:World Health Organization essential medicines 2247: 2233: 1581:(9th ed.). Elsevier. 2018. p. 694. 1229:, an enzyme that catalyzes the conversion of 1221:Like other allylamines, terbinafine inhibits 2048: 1352:can be sprinkled on a child's food to treat 1237:. In fungi, lanosterol is then converted to 212: 1767:(1). Frontline Medical Communications: 21. 1601: 2240: 2226: 1604:International Journal of Clinical Pharmacy 1442: 1440: 1438: 1436: 1434: 1432: 1430: 1062:Sensory problems: Complete loss of taste ( 631: 608: 497: 138: 129: 2072: 1913: 1807: 1562: 1545: 1543: 1523: 1201:Learn how and when to remove this message 517: 109:Learn how and when to remove this message 2182:Pharmaceutical Benefits Scheme: A-Z list 1505: 1471: 1469: 1212: 870:for superficial skin infections such as 1865: 1754: 1427: 1217:Generic terbinafine hydrochloride pills 604: 477: 185: 3014: 1668: 1571: 1540: 1362: 915:subacute cutaneous lupus erythematosus 715:C(#C\C=C\CN(C)Cc2cccc1ccccc12)C(C)(C)C 622: 315: 2221: 1832:"Lamisil (terbinafine): Side Effects" 1731:"Terbinafine - Drug Usage Statistics" 1675:. John Wiley & Sons. p. 90. 1557:. Geneva: World Health Organization. 1487:from the original on 20 December 2016 1481:electronic Medicines Compendium (eMC) 1466: 1454:from the original on 21 December 2016 1322:Despite its name it does not contain 913:Terbinafine may induce or exacerbate 577: 557: 328: 203: 171: 1711:from the original on 15 January 2024 1183:adding citations to reliable sources 1154: 414:(methyl)(naphthalen-1-ylmethyl)amine 264: 254: 47:adding citations to reliable sources 18: 849:Terbinafine is mainly effective on 537: 448: 324:(Prescription only) / GSL 13: 1409:Other names include Terbinaforce ( 1319:-methyl-1-naphthalenemethanamine. 1300:, and slightly soluble in water. 1135:enzyme mutation (specifically the 1002:Immune system problems: Decreased 878:(tinea pedis), and other types of 14: 3063: 866:As a cream or powder, it is used 291: 2999: 2210:from the original on 2017-09-10. 2204:Therapeutic Goods Administration 2188:from the original on 2014-02-12. 2107:from the original on 2015-09-23. 2044:from the original on 2009-03-23. 1779:from the original on 2012-04-06. 1689:from the original on 2016-12-20. 1241:; in humans, lanosterol becomes 1159: 662: 656: 23: 2723:thymidylate synthase inhibitors 2192: 2170: 2159:from the original on 2016-11-18 2141: 2111: 2089: 2026: 1976: 1933: 1878:from the original on 2013-11-09 1859: 1824: 1783: 1748: 1723: 1170:needs additional citations for 1150: 924: 844: 740:Key:DOMXUEMWDBAQBQ-WEVVVXLNSA-N 34:needs additional citations for 2074:10.1001/jamadermatol.2015.4190 1761:The Journal of Family Practice 1693: 1662: 1638: 1595: 1579:Rang & Dale's Pharmacology 1499: 1367: 999:), liver damage, liver failure 806:. Severe side effects include 650: 304: 1: 2097:"Terbinafine brands in India" 1420: 1303:Terbinafine is produced from 1089:), skin irritation, itching, 857:and some yeasts in the genus 1954:10.1097/FTD.0000000000000215 1336:Food and Drug Administration 1279: 953:, fullness, abdominal pain, 7: 3037:Drugs developed by Novartis 1942:Therapeutic Drug Monitoring 1872:Medical Marketing and Media 1809:10.1001/archderm.137.9.1196 1448:"Terbinafine Hydrochloride" 1260:and tends to accumulate in 941:Gastrointestinal problems: 10: 3068: 1755:Markova T (January 2002). 1329: 1315:followed by reaction with 826:. It appears to result in 640:Chemical and physical data 2950: 2791:bromochlorosalicylanilide 2783: 2761:Aminoacyl tRNA synthetase 2759: 2740: 2716: 2709: 2654: 2633: 2610: 2584: 2573: 2532: 2509: 2419: 2300: 2284: 2273: 2264: 2206:. Australian Government. 2184:. Australian Government. 1616:10.1007/s11096-014-9969-y 1551:World Health Organization 748: 723: 703: 681: 668: 644: 639: 620: 588: 568: 548: 528: 508: 488: 468: 443: 422: 402: 397: 384: 372: 362: 352: 344: 281: 276: 241: 223: 193: 179: 161: 151: 146: 137: 128: 1866:McGuire S (2008-02-05). 1506:Crawford F (July 2009). 1225:synthesis by inhibiting 1103:, increased heart rate ( 1095:Stevens–Johnson syndrome 1040:Psychological problems: 358:Readily absorbed: 70–90% 1796:Archives of Dermatology 1070:) and distorted taste ( 1052:, increased or unusual 841:million prescriptions. 157:Lamisil, Terbin, others 2575:Squalene monooxygenase 2412:Systemic: ketoconazole 1915:10.1038/sj.bdj.4800461 1902:British Dental Journal 1256:Terbinafine is highly 1218: 931:adverse drug reactions 929:Many side effects and 804:elevated liver enzymes 781:fungal nail infections 2603:Systemic: terbinafine 2103:. DrugsUpdate India. 1701:"The Top 300 of 2021" 1512:BMJ Clinical Evidence 1345:age four and up. The 1216: 777:pityriasis versicolor 773:antifungal medication 16:Antifungal medication 3052:1-Naphthyl compounds 2891:Whitfield's ointment 2718:Pyrimidine analogues 2534:Polyene antimycotics 1179:improve this article 1099:Other side effects: 1066:), decreased taste ( 908:liver function tests 43:improve this article 2153:www.mercurydrug.com 1396:Apricus Biosciences 1363:Society and culture 1309:1,3-dichloropropene 1036:lupus erythematosus 919:lupus erythematosus 300:(Prescription only) 125: 2977:Never to phase III 2881:tribromometacresol 2851:sodium thiosulfate 2846:selenium disulfide 2742:Mitotic inhibitors 1874:. Mmm-online.com. 1382:Stada Arzneimittel 1227:squalene epoxidase 1219: 1034:reactions such as 882:(tinea corporis). 812:allergic reactions 121: 3032:Conjugated enynes 3027:CYP2D6 inhibitors 2987: 2986: 2779: 2778: 2705: 2704: 2656:β-glucan synthase 2650: 2649: 2629: 2628: 2528: 2527: 2004:10.1111/jdv.16101 1682:978-3-527-32669-3 1669:Ravina E (2011). 1483:. 17 March 2016. 1305:olefin metathesis 1211: 1210: 1203: 1006:counts including 828:fungal cell death 766: 765: 694:Interactive image 590:CompTox Dashboard 332: 319: 307: 295: 206: 119: 118: 111: 93: 3059: 3004: 3003: 3002: 2995: 2886:undecylenic acid 2836:potassium iodide 2714: 2713: 2582: 2581: 2298: 2297: 2282: 2281: 2271: 2270: 2242: 2235: 2228: 2219: 2218: 2212: 2211: 2196: 2190: 2189: 2174: 2168: 2167: 2165: 2164: 2145: 2139: 2138: 2136: 2134: 2125:. Archived from 2115: 2109: 2108: 2093: 2087: 2086: 2076: 2061:JAMA Dermatology 2052: 2046: 2045: 2030: 2024: 2023: 1989: 1980: 1974: 1973: 1937: 1931: 1930: 1917: 1893: 1887: 1886: 1884: 1883: 1863: 1857: 1856: 1850: 1842: 1840: 1839: 1828: 1822: 1821: 1811: 1802:(9): 1196–1198. 1787: 1781: 1780: 1752: 1746: 1745: 1743: 1741: 1727: 1721: 1720: 1718: 1716: 1697: 1691: 1690: 1666: 1660: 1659: 1657: 1656: 1642: 1636: 1635: 1599: 1593: 1592: 1575: 1569: 1568: 1566: 1547: 1538: 1537: 1527: 1508:"Athlete's foot" 1503: 1497: 1496: 1494: 1492: 1473: 1464: 1463: 1461: 1459: 1444: 1206: 1199: 1195: 1192: 1186: 1163: 1155: 1119:), muscle pain ( 1020:thrombocytopenia 1004:white blood cell 874:(tinea cruris), 840: 762: 761: 754: 696: 676: 664: 658: 652: 635: 624: 613: 612: 598: 596: 581: 561: 541: 521: 501: 481: 461: 451: 450: 435: 389: 337: / OTC 330: 327: 317: 314: 306: 303: 293: 290: 268: 258: 216: 205: 202: 189: 175: 142: 133: 126: 124: 120: 114: 107: 103: 100: 94: 92: 51: 27: 19: 3067: 3066: 3062: 3061: 3060: 3058: 3057: 3056: 3012: 3011: 3010: 3000: 2998: 2990: 2988: 2983: 2982: 2967:Clinical trials 2946: 2775: 2755: 2736: 2721: 2701: 2658: 2646: 2625: 2606: 2602: 2577: 2569: 2561: 2536: 2524: 2505: 2458:fosravuconazole 2415: 2291: 2290:lanosterol 14α- 2277: 2266: 2260: 2246: 2216: 2215: 2198: 2197: 2193: 2176: 2175: 2171: 2162: 2160: 2147: 2146: 2142: 2132: 2130: 2117: 2116: 2112: 2095: 2094: 2090: 2053: 2049: 2032: 2031: 2027: 1987: 1981: 1977: 1938: 1934: 1894: 1890: 1881: 1879: 1864: 1860: 1844: 1843: 1837: 1835: 1830: 1829: 1825: 1788: 1784: 1753: 1749: 1739: 1737: 1729: 1728: 1724: 1714: 1712: 1699: 1698: 1694: 1683: 1667: 1663: 1654: 1652: 1650:www.drugbank.ca 1644: 1643: 1639: 1600: 1596: 1589: 1577: 1576: 1572: 1548: 1541: 1504: 1500: 1490: 1488: 1475: 1474: 1467: 1457: 1455: 1446: 1445: 1428: 1423: 1370: 1365: 1332: 1294:dichloromethane 1282: 1207: 1196: 1190: 1187: 1176: 1164: 1153: 1145:Genetic testing 1123:), joint pain ( 1077:Skin problems: 1024:agranulocytosis 935:biodistribution 927: 917:. Persons with 847: 838: 795:. 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1361: 1331: 1328: 1281: 1278: 1209: 1208: 1167: 1165: 1158: 1152: 1149: 1129: 1128: 1113:red blood cell 1107:), hair loss ( 1097: 1075: 1060: 1038: 1000: 989: 974: 926: 923: 904:hepatotoxicity 876:athlete's foot 846: 843: 808:liver problems 797:taken by mouth 793:athlete's foot 775:used to treat 764: 763: 746: 745: 743: 742: 739: 737: 734: 726: 725: 724: 721: 720: 718: 717: 714: 706: 705: 704: 701: 700: 698: 697: 689: 687: 679: 678: 672: 666: 665: 659: 653: 648: 642: 641: 637: 636: 626: 618: 617: 615: 614: 601: 599: 586: 585: 583: 582: 574: 572: 566: 565: 563: 562: 554: 552: 546: 545: 543: 542: 534: 532: 526: 525: 523: 522: 514: 512: 506: 505: 503: 502: 494: 492: 486: 485: 483: 482: 474: 472: 466: 465: 463: 462: 454: 452: 441: 440: 438: 437: 428: 426: 420: 419: 417: 416: 413: 405: 404: 403: 400: 399: 395: 394: 391: 382: 381: 376: 370: 369: 366: 360: 359: 356: 350: 349: 342: 341: 339: 338: 325: 312: 301: 287: 285: 279: 278: 274: 273: 271: 270: 247: 245: 239: 238: 229: 227:administration 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2671:anidulafungin 2668: 2667:echinocandins 2664: 2663: 2661: 2657: 2653: 2643: 2639: 2638: 2636: 2632: 2622: 2618: 2617: 2615: 2613: 2609: 2601: 2598: 2596: 2592: 2591: 2589: 2587: 2583: 2580: 2576: 2572: 2565: 2560: 2557: 2555: 2552: 2550: 2546: 2545: 2543: 2540: 2535: 2531: 2521: 2517: 2516: 2514: 2512: 2508: 2502: 2499: 2497: 2493: 2492: 2489: 2486: 2484: 2481: 2479: 2478:oteseconazole 2476: 2474: 2471: 2469: 2468:isavuconazole 2466: 2464: 2461: 2459: 2456: 2454: 2451: 2449: 2445: 2444: 2441: 2438: 2436: 2433: 2431: 2430:efinaconazole 2427: 2426: 2424: 2422: 2418: 2411: 2410: 2407: 2404: 2402: 2399: 2397: 2396:sertaconazole 2394: 2392: 2389: 2387: 2384: 2382: 2379: 2377: 2374: 2372: 2369: 2367: 2364: 2362: 2359: 2357: 2354: 2352: 2351:fenticonazole 2349: 2347: 2344: 2342: 2339: 2337: 2334: 2332: 2329: 2327: 2324: 2322: 2321:chlormidazole 2319: 2317: 2314: 2312: 2308: 2307: 2305: 2303: 2299: 2296: 2293: 2287: 2283: 2280: 2276: 2272: 2269: 2263: 2258: 2254: 2250: 2243: 2238: 2236: 2231: 2229: 2224: 2223: 2220: 2209: 2205: 2201: 2195: 2187: 2183: 2179: 2178:"Terbinafine" 2173: 2158: 2154: 2150: 2144: 2129:on 2019-01-19 2128: 2124: 2120: 2114: 2106: 2102: 2098: 2092: 2084: 2080: 2075: 2070: 2066: 2062: 2058: 2051: 2043: 2039: 2035: 2029: 2021: 2017: 2013: 2009: 2005: 2001: 1997: 1993: 1986: 1979: 1971: 1967: 1963: 1959: 1955: 1951: 1947: 1943: 1936: 1929: 1925: 1921: 1916: 1911: 1907: 1903: 1899: 1892: 1877: 1873: 1869: 1862: 1854: 1848: 1833: 1827: 1819: 1815: 1810: 1805: 1801: 1797: 1793: 1786: 1778: 1774: 1770: 1766: 1762: 1758: 1751: 1736: 1732: 1726: 1710: 1706: 1702: 1696: 1688: 1684: 1678: 1674: 1673: 1665: 1651: 1647: 1646:"Terbinafine" 1641: 1633: 1629: 1625: 1621: 1617: 1613: 1609: 1605: 1598: 1590: 1588:9780702074479 1584: 1580: 1574: 1565: 1560: 1556: 1552: 1546: 1544: 1535: 1531: 1526: 1521: 1517: 1513: 1509: 1502: 1486: 1482: 1478: 1472: 1470: 1453: 1449: 1443: 1441: 1439: 1437: 1435: 1433: 1431: 1426: 1415: 1412: 1408: 1405: 1404:onychomycosis 1401: 1397: 1392: 1389: 1386: 1383: 1379: 1375: 1372: 1371: 1360: 1357: 1355: 1351: 1348: 1344: 1339: 1337: 1327: 1325: 1320: 1318: 1314: 1310: 1306: 1301: 1299: 1296:, soluble in 1295: 1291: 1287: 1286:hydrochloride 1277: 1273: 1271: 1267: 1263: 1259: 1254: 1252: 1251:cell membrane 1248: 1244: 1240: 1236: 1232: 1228: 1224: 1215: 1205: 1202: 1194: 1184: 1180: 1174: 1173: 1168:This section 1166: 1162: 1157: 1156: 1148: 1146: 1142: 1138: 1134: 1126: 1122: 1118: 1114: 1111:), decreased 1110: 1106: 1102: 1098: 1096: 1092: 1088: 1084: 1080: 1076: 1073: 1069: 1065: 1061: 1059: 1055: 1051: 1047: 1043: 1039: 1037: 1033: 1029: 1025: 1021: 1017: 1013: 1009: 1005: 1001: 998: 994: 990: 987: 983: 979: 975: 972: 968: 964: 960: 956: 952: 948: 944: 940: 939: 938: 936: 932: 922: 920: 916: 911: 909: 905: 901: 897: 896: 891: 890:onychomycosis 887: 883: 881: 877: 873: 869: 864: 862: 861: 856: 853:of the order 852: 842: 836: 831: 829: 825: 821: 817: 813: 809: 805: 800: 798: 794: 790: 786: 782: 778: 774: 770: 760: 753: 747: 738: 733: 732: 729: 722: 713: 712: 709: 702: 695: 691: 690: 688: 685: 680: 673: 671: 667: 649: 647: 643: 638: 634: 630: 627: 625: 623:ECHA InfoCard 619: 611: 607: 606:DTXSID2023640 603: 602: 600: 591: 587: 580: 576: 575: 573: 571: 567: 560: 556: 555: 553: 551: 547: 540: 536: 535: 533: 531: 527: 520: 516: 515: 513: 511: 507: 500: 496: 495: 493: 491: 487: 480: 476: 475: 473: 471: 467: 460: 456: 455: 453: 446: 442: 434: 430: 429: 427: 425: 421: 412: 411: 408: 401: 396: 392: 390: 383: 380: 377: 375: 371: 367: 365: 361: 357: 355: 351: 347: 343: 336: 326: 323: 313: 311: 302: 299: 289: 288: 286: 284: 280: 275: 267: 262: 257: 252: 249: 248: 246: 244: 240: 237: 233: 230: 228: 222: 215: 210: 201: 200: 198: 196: 192: 188: 184: 182: 178: 174: 170: 168: 164: 160: 156: 154: 150: 147:Clinical data 145: 141: 136: 132: 127: 113: 110: 102: 91: 88: 84: 81: 77: 74: 70: 67: 63: 60: –  59: 58:"Terbinafine" 55: 54:Find sources: 48: 44: 38: 37: 32:This article 30: 26: 21: 20: 2923:tea tree oil 2908:lemon myrtle 2821:ethylparaben 2751:griseofulvin 2612:Benzylamines 2599: 2501:ravuconazole 2496:albaconazole 2488:voriconazole 2483:posaconazole 2473:itraconazole 2463:hexaconazole 2381:neticonazole 2371:luliconazole 2366:ketoconazole 2356:flutrimazole 2341:eberconazole 2331:clotrimazole 2316:butoconazole 2203: 2194: 2181: 2172: 2161:. 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Retrieved 1358: 1354:scalp fungus 1340: 1333: 1321: 1316: 1302: 1284:Terbinafine 1283: 1274: 1255: 1220: 1197: 1188: 1177:Please help 1172:verification 1169: 1151:Pharmacology 1130: 1008:pancytopenia 993:inflammation 947:constipation 928: 925:Side effects 912: 893: 884: 865: 858: 848: 845:Medical uses 832: 801: 768: 767: 756:   750:   386:Elimination 283:Legal status 277:Legal status 195:License data 105: 99:January 2023 96: 86: 79: 72: 65: 53: 41:Please help 36:verification 33: 3022:Antifungals 2963:from market 2942:pentamidine 2903:lemon grass 2861:taurolidine 2831:polynoxylin 2732:flucytosine 2676:caspofungin 2600:terbinafine 2586:Allylamines 2448:fluconazole 2440:terconazole 2435:fluconazole 2406:tioconazole 2401:sulconazole 2391:oxiconazole 2386:omoconazole 2361:isoconazole 2336:croconazole 2294:inhibitors) 2292:demethylase 2249:Antifungals 2133:January 17, 2101:Brand index 1491:17 December 1368:Brand names 1245:. However, 1243:cholesterol 1105:tachycardia 1028:neutropenia 1016:lymphopenia 967:cholestasis 955:indigestion 820:allylamines 769:Terbinafine 677: g·mol 629:100.119.605 398:Identifiers 214:terbinafine 181:MedlinePlus 153:Trade names 123:Terbinafine 3047:Fungicides 3016:Categories 2932:atovaquone 2913:orange oil 2876:tolnaftate 2871:tolciclate 2856:sulbentine 2826:haloprogin 2806:ciclopirox 2771:tavaborole 2763:inhibitors 2749:Systemic: 2730:Systemic: 2691:rezafungin 2686:micafungin 2681:cilofungin 2665:Systemic: 2659:inhibitors 2642:amorolfine 2621:butenafine 2578:inhibitors 2562:Systemic: 2539:ergosterol 2446:Systemic: 2376:miconazole 2326:climbazole 2311:bifonazole 2302:Imidazoles 2278:inhibitors 2275:Ergosterol 2163:2016-11-18 1882:2013-11-09 1838:2013-11-09 1740:14 January 1715:14 January 1655:2017-11-14 1458:8 December 1421:References 1347:antifungal 1258:lipophilic 1239:ergosterol 1235:lanosterol 1223:ergosterol 1191:March 2024 1125:arthralgia 1068:hypogeusia 1056:activity, 1042:Depression 1032:autoimmune 1012:leukopenia 971:flatulence 855:Onygenales 824:ergosterol 787:including 682:3D model ( 670:Molar mass 559:CHEBI:9448 519:G7RIW8S0XP 490:ChemSpider 436:78628-80-5 433:91161-71-6 424:CAS Number 407:IUPAC name 374:Metabolism 69:newspapers 2973:Phase III 2961:Withdrawn 2918:patchouli 2866:ticlatone 2769:Topical: 2640:Topical: 2619:Topical: 2595:naftifine 2593:Topical: 2566:, hamycin 2554:natamycin 2547:Topical: 2520:abafungin 2518:Topical: 2511:Thiazoles 2494:Unknown: 2428:Topical: 2421:Triazoles 2346:econazole 2309:Topical: 2119:"Lamisil" 2020:208185915 1970:205604356 1313:neohexene 1280:Chemistry 1270:fat cells 1141:dizziness 1087:urticaria 1072:dysgeusia 997:hepatitis 982:dizziness 978:Headaches 963:gastritis 959:dyspepsia 872:jock itch 868:topically 816:pregnancy 789:jock itch 579:ChEMBL822 388:half-life 225:Routes of 173:Monograph 167:Drugs.com 3006:Medicine 2816:dimazole 2559:nystatin 2541:binding) 2267:membrane 2208:Archived 2186:Archived 2157:Archived 2105:Archived 2083:26716567 2042:Archived 2012:31746067 1962:25929315 1924:10800234 1876:Archived 1847:cite web 1818:11559217 1777:Archived 1773:11927056 1735:ClinCalc 1709:Archived 1705:ClinCalc 1687:Archived 1632:12867807 1624:24986266 1553:(2019). 1534:21696646 1485:Archived 1452:Archived 1350:granules 1343:children 1290:methanol 1264:, skin, 1231:squalene 1109:alopecia 1091:jaundice 1050:insomnia 943:Diarrhea 880:ringworm 785:ringworm 759:(verify) 470:DrugBank 243:ATC code 232:By mouth 209:DailyMed 2937:dapsone 2549:hamycin 2038:Reuters 1525:2907807 1330:History 1324:terbium 1298:ethanol 1121:myalgia 1115:count ( 1101:Fatigue 1064:ageusia 1058:malaise 1046:anxiety 986:vertigo 900:cuticle 895:Candida 886:Tablets 860:Candida 675:291.438 646:Formula 499:1266005 479:DB00857 459:1549008 445:PubChem 368:>99% 308:: 263: ( 261:D01BA02 259:) 253: ( 251:D01AE15 236:topical 211::  187:a699061 83:scholar 2992:Portal 2956:WHO-EM 2784:Others 2634:Others 2286:Azoles 2081:  2018:  2010:  1968:  1960:  1922:  1816:  1771:  1679:  1630:  1622:  1585:  1532:  1522:  1268:, and 1117:anemia 1079:Rashes 1026:, and 951:nausea 839:  783:, and 771:is an 708:SMILES 570:ChEMBL 539:D02375 335:℞-only 333: 320: 310:℞-only 296: 207:  85:  78:  71:  64:  56:  2265:Wall/ 2016:S2CID 1988:(PDF) 1966:S2CID 1628:S2CID 1400:DDAIP 1266:nails 1137:C677T 1133:MTHFR 1083:hives 1054:dream 851:molds 728:InChI 684:JSmol 550:ChEBI 379:Liver 90:JSTOR 76:books 2255:and 2135:2019 2079:PMID 2008:PMID 1958:PMID 1920:PMID 1853:link 1814:PMID 1769:PMID 1742:2024 1717:2024 1677:ISBN 1620:PMID 1583:ISBN 1530:PMID 1516:2009 1493:2016 1460:2016 1311:and 1292:and 1262:hair 810:and 791:and 530:KEGG 510:UNII 348:data 163:AHFS 62:news 2928:PCP 2257:J02 2253:D01 2069:doi 2065:152 2000:doi 1950:doi 1910:doi 1906:188 1804:doi 1800:137 1612:doi 1559:hdl 1520:PMC 1307:of 1233:to 1181:by 1143:). 1030:, 595:EPA 449:CID 322:POM 266:WHO 256:WHO 45:by 3018:: 2969:: 2930:: 2202:. 2180:. 2155:. 2151:. 2121:. 2099:. 2077:. 2063:. 2059:. 2036:. 2014:. 2006:. 1996:34 1994:. 1990:. 1964:. 1956:. 1946:37 1944:. 1926:. 1918:. 1904:. 1900:. 1870:. 1849:}} 1845:{{ 1812:. 1798:. 1794:. 1775:. 1765:51 1763:. 1759:. 1733:. 1707:. 1703:. 1685:. 1648:. 1626:. 1618:. 1608:36 1606:. 1542:^ 1528:. 1518:. 1514:. 1510:. 1479:. 1468:^ 1429:^ 1384:). 1356:. 1326:. 1272:. 1253:. 1093:, 1081:, 1048:, 1044:, 1022:, 1018:, 1014:, 1010:, 984:, 980:, 969:, 965:, 961:, 957:, 949:, 945:, 863:. 830:. 779:, 660:25 654:21 329:US 316:UK 305:CA 298:S4 292:AU 234:, 204:US 2994:: 2720:/ 2693:) 2669:( 2537:( 2288:( 2259:) 2251:( 2241:e 2234:t 2227:v 2166:. 2137:. 2085:. 2071:: 2022:. 2002:: 1972:. 1952:: 1912:: 1885:. 1855:) 1841:. 1820:. 1806:: 1744:. 1719:. 1658:. 1634:. 1614:: 1591:. 1561:: 1536:. 1495:. 1462:. 1406:. 1317:N 1204:) 1198:( 1193:) 1189:( 1175:. 1127:) 1085:( 995:( 686:) 663:N 657:H 651:C 597:) 593:( 331:: 318:: 294:: 269:) 165:/ 112:) 106:( 101:) 97:( 87:· 80:· 73:· 66:· 39:.

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